
Waterfront vacation rentals in Delmarva Peninsula
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Top-rated waterfront rentals in Delmarva Peninsula
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

River House on the Choptank
Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.
4.92 out of 5 average rating, 129 reviews
Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.
5.0 out of 5 average rating, 322 reviews
Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!
4.99 out of 5 average rating, 350 reviews
Private Country Beach Retreat
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home
4.99 out of 5 average rating, 135 reviews
Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, feed the Alpacas, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.
4.96 out of 5 average rating, 264 reviews
Iconic Chesapeake. Unparalleled Luxury.
Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.
5.0 out of 5 average rating, 217 reviews
Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.
4.99 out of 5 average rating, 228 reviews
Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...
4.96 out of 5 average rating, 298 reviews
Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.
4.99 out of 5 average rating, 142 reviews
Waterfront-View of Bay from your Bed
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.
4.99 out of 5 average rating, 371 reviews
Secluded Waterfront - Beach 15mi, Kayaks, Firepit
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.
5.0 out of 5 average rating, 126 reviews
Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).
4.99 out of 5 average rating, 179 reviewsPopular amenities for Delmarva Peninsula waterfront rentals
Waterfront apartment rentals

Beach Front Apartment on the Chesapeake
4.88 out of 5 average rating, 208 reviews
Serenity Suite on Chesapeake Bay
4.96 out of 5 average rating, 253 reviews
Historic St. Mary's City, MD
4.97 out of 5 average rating, 626 reviews
Timmy's Treeside Studio Pets Welcome Peeps #420
4.87 out of 5 average rating, 450 reviews
Stunning Sunsets on Breton Bay, Seaside apartment
4.98 out of 5 average rating, 151 reviews
The Fish House
4.92 out of 5 average rating, 145 reviews
Hygge Haven: A cozy apartment in a canal-side town
4.95 out of 5 average rating, 129 reviews
A place unique on sue creek
4.97 out of 5 average rating, 320 reviewsWaterfront house rentals

Strathmere Beachfront House
5.0 out of 5 average rating, 136 reviews
Kent Island Waterfront Home with Amazing Sunsets
4.99 out of 5 average rating, 152 reviews
River front cottage with private dock & water fun
4.96 out of 5 average rating, 105 reviews
Water's Edge Cottage | Luxury Retreat
4.99 out of 5 average rating, 141 reviews
"Sandy Feet" Broadkill Beachfront Home
4.93 out of 5 average rating, 144 reviews
Waterfront Getaway with Dock
4.93 out of 5 average rating, 196 reviews
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 314 reviews
Upper Chesapeake Getaway
4.96 out of 5 average rating, 171 reviewsWaterfront condo rentals

Gorgeous Beachfront! King Bed, Direct Ocean View!
4.99 out of 5 average rating, 153 reviews
Direct Oceanfront with a View and Amenities Galore
4.94 out of 5 average rating, 339 reviews
One Bedroom Beachfront Apartment Mid-Town
4.9 out of 5 average rating, 137 reviews
Luxury Oceanfront Escape!
4.96 out of 5 average rating, 241 reviews
Ocean front condo with Balcony
4.99 out of 5 average rating, 138 reviews
Direct Oceanfront close to Northside Park!
4.97 out of 5 average rating, 264 reviews
Designer Oceanfront Condo | Pool, Hot Tub & Deck
4.94 out of 5 average rating, 105 reviews
A bit of Paradise
4.87 out of 5 average rating, 346 reviewsDestinations to explore
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